The ponies and horses cannot be booked for a whole day but for a riding session. The "45-minute horseback trail rides are $55 per person" is from the website as of 4/16/19 and is specific for horses not ponies. For pony and wagon rides and other information please look on their website (you can Google pony ride at Triple-D ranch Disney World"). Triple-D ranch is a lovely place to visit. Be sure to say hello to the farrier (person who shoes the horses) and visit the big barn!

There is a really nice boat ride. If you don't see the signs for the boats to Ft. Wilderness and other locations, ask a Cast Member or security person to tell you where to go. It's a nice ride that we have taken numerous times. Keep your eyes open on the left and the right as you will pass interesting sights. Ask questions and look for the sneaker tree! We've gotten several different answers as to the source of the sneakers.

Horseback riding in the United States is ride at your own risk, but hey its Disney so Im sure they have the insurance thing covered.

the horse stable is open for viewing and photos-- other than that and a small arena where the riders saddle up, there's not much to see. But it's basically right next to the main parking lot.

No. There are only slow trail rides.

May is usually a slower month at Disney. When we traveled in May, we did not have any problem at all getting horses.

A photo opportunity would be easy to arrange, but not while you are riding. The staff are so safety conscious, that no matter your riding ability (and you need have none for this ride) they will tell you to put your camera or phone away.

I would clarify your needs by telephone before going there. They will not let you have access unless you have pre-booked. You can't just turn up. You can never say that a horse is completely safe, but these have to be pretty close.

If you aren't staying on the property, you should either drive or take a taxi. Fort Wilderness isn't very far away so it should be pretty easy for you.